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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1946992Erstellt: 25. Oktober 2026

N-methyl-2-pyrrolidone → 1-(2-butylsulfanyl-pyrimidin-4-yl)-4-nitro-1H-indazole

https://huagongshe.com/reaction/1946992

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN-methyl-2-pyrrolidoneHCID 13387—
Edukt4-NitroindazoleHCID 18057—
EduktSodium hydrideHCID 24758—
Edukt2-Butylsulfanyl-4-chloro-pyrimidineHCID 59743497—
LösungsmittelWaterHCID 962—
Produkt1-(2-butylsulfanyl-pyrimidin-4-yl)-4-nitro-1H-indazoleHCID 5974351547,5%

Reaktionsschritte

To a flask loaded with 2-butylsulfanyl-4-chloro-pyrimidine (202 mg) was added 4-nitro-1H-indazole (228 mg), followed by NaH (60% dispersion in mineral oil, 84 mg) and NMP (4 mL). The resulting mixture was stirred at RT overnight, water added, and the mixture extracted with EtOAc. The combined organic extracts were washed with water, dried over Na2SO4, filtered and evaporated under reduced pressure. The crude residue was purified by flash chromatography (hexane/EtOAc, 80:20) to give 1-(2-butylsulfanyl-pyrimidin-4-yl)-4-nitro-1H-indazole (156 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08399462B2
Quelldatensatzuspto-grants-2013_03
ORD IDord-028e3271d016484f8c8668886a636f49
Quellennotizuspto-grants-2013_03